2-(ethoxycarbonyl)-1H-pyrrolo<2,3-c>pyridine-5-carboxaldehyde | 119694-73-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 2-(ethoxycarbonyl)-1H-pyrrolo<2,3-c>pyridine-5-carboxaldehyde
• 英文别名: 2-ethoxycarbonyl-1H-pyrrolo<2,3-c>pyridine-5-carboxaldehyde；Ethyl 5-formyl-1H-pyrrolo[2,3-c]pyridine-2-carboxylate
• CAS: 119694-73-4
• 化学式: C₁₁H₁₀N₂O₃
• 分子量: 218.212
• InChiKey: MUVBLPAFMJXUCP-UHFFFAOYSA-N

物化性质

• 熔点：
  173-174 °C
• 沸点：
  420.7±40.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(ethoxycarbonyl)-1H-pyrrolo<2,3-c>pyridine-5-carboxaldehyde 在 盐酸 、 甲酸 、 双氧水 作用下， 以 水 为溶剂， 反应 6.0h， 生成 diethyl 1H-pyrrolo<2,3-c>pyridine-2,5-dicarboxylate
  参考文献：
  名称：

  Dodd, Robert H.; Doisy, Xavier; Potier, Pierre, Heterocycles, 1989, vol. 28, # 2, p. 1101 - 1113

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 5-(1,3-dioxolanyl)-1H-pyrrolo<2,3-c>pyridine-2-carboxylate 在 对甲苯磺酸 作用下， 以 水 、 乙腈 为溶剂， 反应 5.0h， 以77%的产率得到2-(ethoxycarbonyl)-1H-pyrrolo<2,3-c>pyridine-5-carboxaldehyde
  参考文献：
  名称：

  Dodd, Robert H.; Doisy, Xavier; Potier, Pierre, Heterocycles, 1989, vol. 28, # 2, p. 1101 - 1113

  摘要：

  DOI：

文献信息

• The Oxidation of Aromatic Aldehydes to Carboxylic Acids Using Hydrogen Peroxide in Formic Acid
  作者：Robert H. Dodd、Mireille Le Hyaric

  DOI：10.1055/s-1993-25851

  日期：——

  Aromatic aldehydes and particularly heteroaromatic aldehydes 1 are efficiently and conveniently oxidized to their corresponding carboxylic acids 2 by hydrogen peroxide in formic acid at 4°C.

  芳香醛类，尤其是杂芳香醛类1，能够高效且便捷地通过在4°C下利用甲酸中的过氧化氢氧化，转化为相应的羧酸类2。
• HIV-integrase inhibitors, pharmaceutical compositions, and methods for their use
  申请人：Agouron Pharmaceuticals, Inc.

  公开号：US20040147547A1

  公开（公告）日：2004-07-29

  Bicyclic hydroxamate compounds represented by the Formula I: 1 are described. The bicyclic hydroxamate compounds and compositions containing those compounds may be used to inhibit or modulate an enzyme activity of HIV Integrase and to treat HIV mediated diseases and conditions.

  描述了由公式I：1表示的双环羟肟化合物。这些双环羟肟化合物和含有这些化合物的组合物可用于抑制或调节HIV整合酶的酶活性，并用于治疗HIV介导的疾病和病状。
• HIV-INTEGRASE INHIBITORS, PHARMACEUTICAL COMPOSITIONS, AND METHODS FOR THEIR USE
  申请人：HU Qiyue

  公开号：US20080221154A1

  公开（公告）日：2008-09-11

  Bicyclic hydroxamate compounds represented by the Formula I: are described. The bicyclic hydroxamate compounds and compositions containing those compounds may be used to inhibit or modulate an enzyme activity of HIV Integrase and to treat HIV mediated diseases and conditions.

  描述了由公式I表示的二环羟肟化合物。这些二环羟肟化合物和含有这些化合物的组合物可用于抑制或调节HIV整合酶的酶活性，并用于治疗HIV介导的疾病和病况。
• HIV-INTEGRASE INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR THEIR USE
  申请人：Hu Qiyue

  公开号：US20070004768A1

  公开（公告）日：2007-01-04

  Bicyclic hydroxamate compounds represented by the Formula I: are described. The bicyclic hydroxamate compounds and compositions containing those compounds may be used to inhibit or modulate an enzyme activity of HIV Integrase and to treat HIV mediated diseases and conditions.

  本文描述了由I式表示的二环羟肟类化合物。这些二环羟肟类化合物和含有这些化合物的组合物可用于抑制或调节HIV整合酶的酶活性，以及治疗HIV介导的疾病和病状。
• Hybrid molecules: growth inhibition of Leishmania donovani promastigotes by thiosemicarbazones of 3-carboxy-.beta.-carbolines
  作者：Robert H. Dodd、Catherine Ouannes、Malka Robert-Gero、Pierre Potier

  DOI：10.1021/jm00126a021

  日期：1989.6

  The thiosemicarbazones of beta-carboline-3-carboxaldehyde (compound 2) and 3-acetyl-beta-carboline (compound 3) were found to effectively inhibit the in vitro growth of the promastigote form of Leishmania donovani, 50% inhibition being obtained at concentrations of 5.0 and 2.5 microM, respectively, while irreversible growth inhibition was achieved at 40 (compound 2) and 17.5 microM (compound 3). The thiosemicarbazone of pyridine-2-carboxyaldehyde (compound 4) was considerably less active while both methyl beta-carboline-3-carboxylate (compound 1) and the thiosemicarbazone of ethyl 5-formyl-6-azaindole-2-carboxylate (compound 5) were inactive at the highest concentrations tested. At concentrations provoking approximately 50% growth inhibition of promastigotes, compound 2 was observed to preferentially block DNA rather than RNA synthesis, but for compound 3, the reverse was true. Compound 3, the most active analogue studied, may thus act, at least partially, via a novel, though as yet unelucidated, mechanism.